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53048

Sigma-Aldrich

5-Carboxy-tetramethylrhodamine N-succinimidyl ester

BioReagent, suitable for fluorescence

Synonym(s):

"4-Carboxytetramethylrhodamine N-succinimidyl ester", 5-TAMRA

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About This Item

Empirical Formula (Hill Notation):
C29H25N3O7
CAS Number:
150810-68-7
Molecular Weight:
527.52
MDL number:
MFCD03453223
UNSPSC Code:
12352116
PubChem Substance ID:
57651396
NACRES:
NA.32

product line

BioReagent

Quality Level

100

solubility

DMF: soluble
acetonitrile: soluble

fluorescence

λex 543 nm; λem 578 nm in 0.1 M phosphate pH 7.0

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

CN(C)c1ccc2c(OC3=C\C(C=CC3=C2c4ccc(cc4C([O-])=O)C(=O)ON5C(=O)CCC5=O)=[N+](\C)C)c1

InChI

1S/C29H25N3O7/c1-30(2)17-6-9-20-23(14-17)38-24-15-18(31(3)4)7-10-21(24)27(20)19-8-5-16(13-22(19)28(35)36)29(37)39-32-25(33)11-12-26(32)34/h5-10,13-15H,11-12H2,1-4H3

InChI key

VWFRSNKRTNUMET-UHFFFAOYSA-N

Related Categories

Application

5-Carboxy-tetramethylrhodamine N-succinimidyl ester (5-TAMRA) is used as an amine coupling reagent to form 5-carboxy-tetramethylrhodamine (5-TAMRA) derivatized compounds. 5-TAMRA derivatized compounds may be used in applications as enzyme substrates, molecular probes, molecular beacons and as fluorescence resonance energy transfer (FRET) partners.

Other Notes

Fluorescent labeling of DNA and RNA

related product

Product No.
Description
Pricing

924083

TAMRA-a-TCO

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Angela Vaasa et al.
Analytical biochemistry, 385(1), 85-93 (2008-11-20)
The bisubstrate fluorescent probe ARC-583 (Adc-Ahx-(D-Arg)(6)-d-Lys(5-TAMRA)-NH2) and its application for the characterization of both ATP- and protein/peptide substrate-competitive inhibitors of protein kinases PKA (cyclic AMP-dependent protein kinase) and ROCK (rho kinase) in fluorescence polarization-based assay are described. High affinity of
Elke Duchardt-Ferner et al.
Nucleic acids research, 48(2), 949-961 (2019-11-23)
RNA aptamers-artificially created RNAs with high affinity and selectivity for their target ligand generated from random sequence pools-are versatile tools in the fields of biotechnology and medicine. On a more fundamental level, they also further our general understanding of RNA-ligand
Simona Allocca et al.
International journal of molecular sciences, 19(7) (2018-06-30)
The H1069Q substitution is the most frequent mutation of the Cu transporter ATP7B that causes Wilson disease in the Caucasian population. ATP7B localizes to the Golgi complex in hepatocytes, but, in the presence of excessive Cu, it relocates to the
Lukas Grätz et al.
Scientific reports, 10(1), 13288-13288 (2020-08-09)
Fluorescence/luminescence-based techniques play an increasingly important role in the development of test systems for the characterization of future drug candidates, especially in terms of receptor binding in the field of G protein-coupled receptors (GPCRs). In this article, we present the
Peizhi Zhu et al.
Biophysical journal, 89(5), L37-L39 (2005-10-04)
A series of DNA molecules labeled with 5-carboxytetramethylrhodamine (5-TAMRA) and the small nitroxide radical TEMPO were synthesized and tested to investigate whether the intramolecular quenching efficiency can be used to measure short intramolecular distances in small ensemble and single-molecule experiments.
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